IP Library › Granted Patent US 10,609,944
Granted Patent B1
US 10,609,944 · App. 16/239,463 · Granted Apr 7, 2020

Compositions comprising 2-[(1R,6R)-6-isopropenyl-3-methylcyclohex-2-en-1-yl]-3-hydroxy-5-pentylphenolate and 2-[(1R,6R)-6-isopropenyl-3-methylcyclohex-2-en-1-yl]-5-pentylbenzene-1,3-diol

Inventor: Douglas G. Metcalf (Broomfield, CO)
Assignee: Natural Extraction Systems, LLC
A23L33/105A23L2/52A23L29/035A61K36/185A23V2002/00A23V2250/2132
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Quick Facts
Patent No.
US 10,609,944
App. No.
16/239,463
Granted
Apr 7, 2020
Kind
B1
Abstract

Various aspects of the disclosure relate to compositions comprising 2-[(1R,6R)-6-isopropenyl-3-methylcyclohex-2-en-1-yl]-3-hydroxy-5-pentylphenolate and 2-[(1R,6R)-6-isopropenyl-3-methylcyclohex-2-en-1-yl]-5-pentylbenzene-1,3-diol.

Claims (18)

1. A liquid composition, comprising 2-[(1R,6R)-6-isopropenyl-3-methylcyclohex-2-en-1-yl]-3-hydroxy-5-pentylphenolate, 2-[(1R,6R)-6-isopropenyl-3-methylcyclohex-2-en-1-yl]-5-pentylbenzene-1,3-diol, water, and one or more of sodium ion (Na + ), potassium ion (K + ), calcium ion (Ca 2+ ), magnesium ion (Mg 2+ ), chloride ion (Cl − ), sulfate (SO 4 2− ), bicarbonate (HCO 3 − ), and carbonate (CO 3 2− ) wherein the 2-[(1R,6R)-6-isopropenyl-3-methylcyclohex-2-en-1-yl]-3-hydroxy-5-pentylphenolate is dissolved in the water; and wherein the liquid composition comprises the 2-[(1R,6R)-6-isopropenyl-3-methylcyclohex-2-en-1-yl]-3-hydroxy-5-pentylphenolate and the 2-[(1R,6R)-6-isopropenyl-3-methylcyclohex-2-en-1-yl]-5-pentylbenzene-1,3-diol at a molar ratio of 1:10 to 10,000:1.

2. A composition, comprising 2-[(1R,6R)-6-isopropenyl-3-methylcyclohex-2-en-1-yl]-3-hydroxy-5-pentylphenolate and 2-[(1R,6R)-6-isopropenyl-3-methylcyclohex-2-en-1-yl]-5-pentylbenzene-1,3-diol at a molar ratio of 1:10 to 10,000:1, and further comprising one or more of sodium ion (Na + ), potassium ion (K + ), calcium ion (Ca 2+ ), magnesium ion (Mg 2+ ), chloride ion (Cl − ), sulfate (SO 4 2− ), bicarbonate (HCO 3 − ), and carbonate (CO 3 2− ).

3. The composition of claim 2 , wherein the composition is a liquid, the composition has a pH, and the pH of the composition is 7 to 13.

4. The composition of claim 3 , wherein the pH of the composition is 8 to 10.

5. The composition of claim 2 , comprising 2-[(1R,6R)-6-isopropenyl-3-methylcyclohex-2-en-1-yl]-3-hydroxy-5-pentylphenolate and 2-[(1R,6R)-6-isopropenyl-3-methylcyclohex-2-en-1-yl]-5-pentylbenzene-1,3-diol at a molar ratio of 1:1 to 100:1.

6. The composition of claim 2 , further comprising water.

7. The composition of claim 6 , comprising water at a concentration by weight of 50% to 99.99%.

8. The composition of claim 2 , further comprising ethanol.

9. The composition of claim 8 , comprising ethanol at a concentration by weight of 50 parts per million to 2%.

10. The composition of claim 8 , comprising ethanol at a concentration by weight of 1% to 20%.

11. The composition of claim 8 , comprising ethanol at a concentration by weight of 10% to 95%.

12. The composition of claim 2 , comprising 2-[(1R,6R)-6-isopropenyl-3-methylcyclohex-2-en-1-yl]-3-hydroxy-5-pentylphenolate at a concentration of 1 milligram per liter to 100 milligrams per liter.

13. The composition of claim 2 , comprising 2-[(1R,6R)-6-isopropenyl-3-methylcyclohex-2-en-1-yl]-3-hydroxy-5-pentylphenolate at a concentration of 50 milligrams per liter to 5 grams per liter.

14. The composition of claim 2 , comprising 2-[(1R,6R)-6-isopropenyl-3-methylcyclohex-2-en-1-yl]-3-hydroxy-5-pentylphenolate at a concentration of 2 grams per liter to 200 grams per liter.

15. The composition of claim 2 , further comprising one or more of caffeine, thiamine, niacin, nicotinamide, riboflavin, pantothenate, sucrose, fructose, glucose, acesulfame, saccharin, stevioside, rebaudioside A, sucralose, tagatose, erythritol, maltitol, xylitol, mannitol, isomalt, and a mogroside.

16. A composition, comprising 2-[(1R,6R)-6-isopropenyl-3-methylcyclohex-2-en-1-yl]-3-hydroxy-5-pentylphenolate and 2-[(1R,6R)-6-isopropenyl-3-methylcyclohex-2-en-1-yl]-5-pentylbenzene-1,3-diol at a molar ratio of 1:10 to 10,000:1, wherein the composition comprises a solid phase, the solid phase comprises a salt, and the salt comprises 2-[(1R,6R)-6-isopropenyl-3-methylcyclohex-2-en-1-yl]-3-hydroxy-5-pentylphenolate.

17. The composition of claim 16 , wherein the salt comprises a cation selected from sodium ion (Na + ), potassium ion (K + ), calcium ion (Ca 2+ ), and magnesium ion (Mg 2+ ).

18. A composition, comprising 2-[(1R,6R)-6-isopropenyl-3-methylcyclohex-2-en-1-yl]-3-hydroxy-5-pentylphenolate and 2-[(1R,6R)-6-isopropenyl-3-methylcyclohex-2-en-1-yl]-5-pentylbenzene-1,3-diol at a molar ratio of 10,000:1 to 1,000,000:1, and further comprising one or more of sodium ion (Na + ), potassium ion (K + ), calcium ion (Ca 2+ ), magnesium ion (Mg 2+ ), chloride ion (Cl − ), sulfate (SO 4 2− ), bicarbonate (HCO 3 − ), and carbonate (CO 3 2− ).

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 11, 2019
From: METCALF, DOUGLAS G.
To: NATURAL EXTRACTION SYSTEMS, LLC
Reel/Frame 048302/0992 →
Continuity (2)
Provisional Application 62787717 · Jan 2, 2019
Provisional Application 62780169 · Dec 14, 2018
Cited By (2)
US 12,349,706 US 12,484,606